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2(5H)-呋喃酮
FOOD CHEMISTRY · 2025 · IF 9.8

Decoding Qingke's aroma compounds: Flavor contributions, interactions and barley contrast

Junyi Wang,Jing Wang,Yan Gao,Ning Zhang,Baoguo Sun,Fuping Zheng,Haitao Chen

Qingke (Highland barley), an indispensable crop on China's Qinghai-Tibetan Plateau, was investigated for its characteristic aroma through flavoromics. A comparative analysis with barley identified 16 key aroma compounds in Qingke and 9 in barley using gas chromatography-olfactometry-mass spectrometry (GC-O-MS), aroma extract dilution analysis (AEDA), odor activity values (OAVs) and recombination and omission experiments. Therefore, 6 shared components accounted for the similarities of their aromas, including 2,3-butanedione (creamy), 2-pyrrolidinone (wheaty), γ -nonanolactone (milky), γ -valerolactone (milky), vanillin (sweet) and hexanal (grassy), and vanillin was served as a key differential marker. The 10 unique Qingke components included ( E, E )-2,4-decadienal, methional, benzeneacetaldehyde, 4-hydroxy-benzaldehyde and others. Additionally, further perceptual interaction research through the Feller additive model revealed an additive effect between vanillin and γ -nonanolactone, whereas 2-pyrrolidinone, 2-acetylthiazole, 4-vinylguaiacol and hexanal exhibited masking effects on vanillin and γ -nonanolactone, respectively. These results can provide a theoretical basis for the flavor quality control of Qingke and its products.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INDUSTRIAL CROPS AND PRODUCTS · 2022 · IF 6.449

Quantitative analysis of multi-components by single-marker: An effective method for the chemical characterization of wood vinegar

Liu Mengfan,Yao Jingjing,Zhang Chengliang,Hao Runqin,Zhang Zhongguo,Cao Wenbo

Wood vinegar is a complex mixture of organic compounds. QAMS is a relatively simple and cost-effective method which is used widely in recent years. In this study, quantitative analysis of multi-components by single-marker (QAMS) was applied to quantify the main volatile chemical components in wood vinegar for the first time. Using acetic acid as an internal reference compound, the relative correction factors of a further 19 chemical volatile components were obtained. 20 wood vinegar prepared from different lignocellulosic biomass, and at different pyrolysis temperatures, were analyzed by QAMS and the data compared with those obtained using an internal standard (phenethyl acetate) method. The results showed that the precision and repeatability of the QAMS method were good, and the responses obtained for each compound using GC/MS were linear over the corresponding concentration range (R 2 ≥ 0.999). The average spike recoveries of 20 volatile compounds from wood vinegar ranged from 92.65% to 105.93% (RSD < 7%, n = 6). There were no significant differences (P > 0.05) in the results obtained from the analysis of three batches of wood vinegar samples (RSD < 2%) using both methods. The volatile composition of samples obtained from wood vinegar prepared from the pyrolysis of different materials and at different temperatures were significantly different. The successful application of QAMS to the quantitative analysis of the composition of wood vinegar not only may provide a theoretical reference for further developments in the production, pyrolysis conditions, and modes of action for wood vinegar, but also provides ideas for the application of QAMS in other fields.

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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2022 · IF 5.895

Promoted Formation of Pyrazines and Sulfur-Containing Volatile Compounds through Interaction of Extra-Added Glutathione or Its Constituent Amino Acids and Secondary Products of Thermally Degraded N-(1-Deoxy-d-ribulos-1-yl)-Glutathione

Linhui Feng,Heping Cui,Pusen Chen,Khizar Hayat,Xiaoming Zhang,Chi-Tang Ho

An Amadori rearrangement product (ARP) derived from ribose (Rib) and glutathione (GSH) was prepared and identified as N-(1-deoxy-d-ribulos-1-yl)-glutathione by ultraperformance liquid chromatography–tandem mass spectrometry and NMR. Thermal treatment of the ARP aqueous solution was conducted, and a relatively high temperature was found to accelerate the degradation of the ARP. The concentration of furans formed at 120 °C was more than 6.39 times that at 100 °C, and especially, the high temperature favored the formation of furfural and 4-hydroxy-5-methyl-3(2H)-furanone through deoxyosone dehydration. The promoting role of extra-added GSH or its constituent amino acids was investigated in the volatile formation during thermal processing of the ARP. Both, the added GSH and its constituent amino acids, could timely capture glyoxal (GO) and methylglyoxal (MGO) to facilitate Strecker degradation, which improved pyrazine formation. Compared with glycine and glutamic acid, cysteine was the most effective extra-added amino acid to react with GO and MGO to produce pyrazine and methylpyrazine. More importantly, the cysteine degraded from extra-added GSH effectively accelerated the generation of sulfur-containing volatile compounds through the reaction of cysteine degradation products with furans and shorter-chain α-dicarbonyl compounds.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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Molecular Catalysis · 2021 · IF 5.062

The effect of Br- and alkali in enhancing the oxidation of furfural to maleic acid with hydrogen peroxide

Tao Yang,Wenzhi Li,Ajibola T. Ogunbiyi

This study was focused on investigating a novel catalytic system for the selective conversion of furfural to maleic acid (MA) in an aqueous system with hydrogen peroxide as an oxidant. A series of experiments that study the impacts of catalyst species, furfural concentration, catalyst dosage, reaction temperature, residue time, hydrogen peroxide concentration, excess water content, and solvent types on the oxidation of furfural to MA was carried out. The results showed that the co-existence of Br- and alkali sites might play a vital role in furfural oxidation, which could improve the MA yield remarkably. Under 90 °C for 3 h, 72.4 % MA yield was obtained with KOH and KBr as co-catalyst in an aqueous phase. Moreover, a possible reaction pathway of furfural oxidation was proposed on the basis of our reaction system.

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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2023 · IF 6.1

Maillard Reaction Process and Characteristic Volatile Compounds Formed During Secondary Thermal Degradation Monitored via the Change of Fluorescent Compounds in the Reaction of Xylose–Corn Protein Hydrolysate

Xinjing Li,Yishun Yao,Xue Xia,Foxin Zhang,Jingyang Yu,Heping Cui,Yunwei Niu,Khizar Hayat,Xiaoming Zhang,Chi-Tang Ho

Until now, no effective method has been found to monitor the Maillard reaction process for complex protein hydrolysates. Dynamic changes in the concentration of α-dicarbonyl compounds, fluorescence intensity, and browning degree were investigated during the Maillard reaction of corn protein hydrolysates. When the fluorescence intensity reached the peak, deoxyosones would continue to be increased by ARP’s degradation. However, the reaction node with the highest fluorescence intensity coincided with the turning point of the browning reaction, and the subsequent browning rate remarkably increased. Therefore, the change in fluorescence intensity could be used to monitor the degradation of ARP and the formation of browning melanoidin at different stages of the Maillard reaction of complex systems, thus effectively indicating the process of the Maillard reaction. When Maillard reaction intermediates (MRIs) with maximum fluorescent compounds were heated, the most abundant pyrazines were subsequently achieved. However, furan compounds would be progressively increased during the thermal process of MRIs with continuously enhanced browning.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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CHEMICAL ENGINEERING JOURNAL · 2023 · IF 15.1

Strategies for controlling gas evolution reactions to boost the divergent paired electrochemical upgrading of furfural in acidic environment

Xinxin Li,Linchuan Cong,Yupeng Wu,Nan Lin,Fangbing Liu,Deyuan Xin,Fuyu Han,Jin Yang,Weitong Chen,Haibo Lin

Electrochemical methods for catalytic furfural conversion have drawn significant interest in both academic and industrial research communities. Paired electrocatalytic conversion has been identified as a promising strategy for reducing energy consumption and promoting carbon neutrality. To optimize product distribution and conversion efficiency, we have developed a divergent paired electrochemical upgrading approach for furfural in acidic environments, with a focus on prioritizing strong gas evolution reactions and product transformations. The high electrocatalytic activity of CuSn/CuF@Cu prepared by electrodeposition can effectively inhibit the hydrogen evolution. The performance of the electrocatalysts and the pathways of electrocatalytic hydrogenation (ECH) of furfural to 2-methylfuran (MF) were investigated by combination of experiments and the density functional theory (DFT) calculations. A stable Ti/PbO 2 electrode with high oxygen evolution overpotential was prepared for anodic electrocatalytic oxidation (ECO) and the product transformation route was described. The conversion of furfural to maleic acid (MA) and MF in acidic environment was successfully achieved. In the paired electrosynthesis system, the electrons generated from anodic ECO of furfural are utilized in valuable and controllable cathodic ECH. It significantly and continuously reduces the power cost associated with renewable energy sources and further promotes the development of biomass electrochemical conversion.

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SCIENCE OF THE TOTAL ENVIRONMENT · 2019 · IF 5.589

Effect and mechanism of quorum sensing on horizontal transfer of multidrug plasmid RP4 in BAC biofilm

Lin Zhu,Tao Chen,Lan Xu,Zhenchao Zhou,Wanqiu Feng,Yang Liu,Hong Chen

The widespread emergence of antibiotic resistance genes (ARGs) in drinking water systems endangers human health, and may be exacerbated by their horizontal gene transfer (HGT) among microbiota. In our previous study, Quorum sensing (QS) molecules produced by bacteria from biological activated carbon (BAC) biofilms were demonstrated to influence the transfer efficiency of a model conjugative plasmid, here RP4. In this study, we further explored the effect and mechanism of QS on conjugation transfer. The results revealed that Acyl-homoserine lactones producing (AHL-producing) bacteria isolated from BAC biofilm play a role in the propagation of ARGs. We selected several quorum sensing inhibitors (QSIs) to study their effects on AHL-producing bacteria, including the formation of biofilm and the regulating effect on conjugation transfer. In addition, the possible molecular mechanisms for AHLs that promote conjugative transfer were attributable to enhancing the mRNA expression, which involved altered expressions of conjugation-related genes. We also found that QSIs could inhibit conjugative transfer by downregulating the conjugation-relevant genes. We believe that this is the first insightful exploration of the mechanism by which AHLs will facilitate and QSIs will inhibit the conjugative transfer of ARGs. These results provide creative insight into ARG pollution control that involves blocking QS during BAC treatment in drinking water systems.

CAS / MDL: 91-64-5 497-23-4
✓ 已验证 产品关联 DOI PubMed 高影响因子
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CATALYSIS COMMUNICATIONS · 2016 · IF 3.389

The effect of Mg(OH)2 on furfural oxidation with H2O2

Xiaomin Xiang,Bin Zhang,Guoqiang Ding,Jinglei Cui,Hongyan Zheng,Yulei Zhu

The oxidation of furfural in H 2 O 2 and H 2 O 2 –Mg(OH) 2 system were systematically investigated and a rational explanation for the reaction mechanism was proposed. 2-formyloxyfuran, from selective oxidation of HC O group in furfural, was a crucial intermediate. The addition of Mg(OH) 2 suppressed the oxidation of furan ring of furfural and enhanced selectivities of 2(5H)-furanone (44.8%) and succinic acid (38.0%). FT-IR, Gaussian calculation and experimental results indicated that the process of furfural oxidation with H 2 O 2 is homogeneous, and the synergy between dissolved Mg 2   + cations and OH − ions facilitates the HOO − attacking the carbon atom of HC O other than the C C bound of furan ring.

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Nature Communications · 2024 ·Vol. 15 ·期 1 ·1-11 · IF 14.7

One-pot redox cascade paired electrosynthesis of gamma-butyrolactone from furoic acid

Liu Shengqin,Jin Yangxin,Huang Shuquan,Zhu Qi,Shao Shan,Lam Jason Chun-Ho

The catalytic valorisation of biomass to afford synthetically useful small molecules is essential for sustainable biorefinery processes. Herein, we present a mild cascaded electrochemical protocol for converting furoic acid, a common biomass-derived feedstock, into a versatile platform chemical, gamma-butyrolactone. In the platinum(+)|nickel(−) electrode paired undivided cell, furoic acid is electrochemically oxidised with 84.2% selectivity to 2(5 H )-furanone, the olefin of which is then hydrogenated to yield gamma-butyrolactone with 98.5% selectivity. The final gamma-butyrolactone yield is 69.1% with 38.3% Faradaic efficiency and 80.1% carbon balance when the reaction is performed with 100 mM furoic acid at 80 °C at +2.0 V Ag/AgCl . Mechanistic investigation revealed the critical temperature and electrolyte pH conditions that maximise the production and protection of the key intermediate, furan radical, promoting its transition to 2(5 H )-furanone rather than self-polymerising. The reaction is scalable, as 2.1 g of 98.1% pure gamma-butyrolactone is isolated through a simple solvent extraction.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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Journal of Environmental Chemical Engineering · 2024 · IF 7.4

Quorum sensing regulating the heterogeneous transformation of antibiotic resistance genes in microplastic biofilms

Xiaowei Liu,Chuang Huang,Hongxia Yu,Yaning Yang,Lulu Ma,Bin Zhao,Tianyang Zhong,Lilan Zhang,Weihua Peng,Wenwen Gong,Yan Ding

Microplastics (MPs) provide a specific habitat for bacterial adhesion and the adsorption of extracellular DNA (eDNA), making them hotspots for the transformation of antibiotic resistance genes (ARGs) in the environment. However, the heterogeneous mechanism of ARG regulation by quorum sensing (QS) in MP biofilms remains unclear. This study demonstrated that QS signals, including C8-HSL, 3-oxo-C10-HSL, and C12-HSL, were detected at ng/L levels in Bacillus subtilis biofilms colonized on MPs. The addition of these three AHLs enhanced natural transformation by 1–2 orders of magnitude in both MP and natural substrate (NS) biofilms, while QS inhibitors decreased transformation frequencies by 2 orders of magnitude. Moreover, transformation frequencies in MP biofilms increased 6.0-fold under QS regulation mediated by AHLs, compared to a 2.5-fold increase in NS biofilms. QS-regulated biofilm formation and EPS secretion were found to be responsible for ARG dissemination in MP biofilms, as indicated by the positive correlation between transformation frequencies and EPS variation. Additionally, mRNA expression analysis revealed that activation and inhibition of the QS system in MP biofilms regulated the expression of natural transformation-related genes, including epsG (regulating EPS secretion) and recO (regulating eDNA transformation). These results highlight the significant influence of the QS system on ARG dissemination through heterogeneous biofilm formation and EPS secretion in MP biofilms. Understanding the effect and mechanism of QS on ARG natural transformation provides new insights into controlling ARG spread by targeting QS in host bacteria within MP biofilms.

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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2019 · IF 3.571

Characterization of the Aroma-Active Compounds in Commercial Fragrant Rapeseed Oils via Monolithic Material Sorptive Extraction

Qi Zhou,Xiao Jia,Ying-Zheng Yao,Bei Wang,Chang-Qing Wei,Min Zhang,Fenghong Huang

Commercial fragrant rapeseed oil (CFRO), from roasted and hot-pressed seeds, is enjoyed in China for its unique aroma. However, the characteristic of aroma-active compounds in CFRO is still unclear. In this study, a new odor monolithic material sorptive extraction method was established to trap volatiles from rapeseed oil. Thirty CFROs were investigated using this method coupled with gas chromatography–mass spectrometry. A total of 29 volatile compounds were identified by gas chromatography–olfactometry including pyrazines, alcohols, aldehydes, ketones, and sulfur compounds. Further, 2,5-dimethylpyrazine (peanut-like), 3-ethyl-2,5-dimethylpyrazine (roasted nut-like), dimethyl trisulfide (cabbage-like), 4-isothiocyanato-1-butene (pungent and pickle-like), butyrolactone (caramel-like), and benzyl nitrile (pungent and sulfur-like) are affirmed as the key odorants for the overall aroma of CFRO, owing to their odor activity values ≥1. This work provides a new insight on acquiring aroma-active compounds from rapeseed oil in a more time-effective process compared to conventional methods. Futhermore, this novel approach is applicable in the field of food flavor.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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GREEN CHEMISTRY · 2025 · IF 9.2

Membrane-Free One-pot Cascaded Electrocatalytic Redox of Furfural into Gamma-Butyrolactone

Shengqin Liu,Yangxin Jin,Qi Zhu,Xiaodan Xu,Shan Shao,Kartick Chandra MAJHI,Qingguo Le,Jieming Huang,Jian Zhang,Zupeng Chen,Jason Chun-Ho Lam

A green and sustainable one-pot paired electrolysis method is introduced for the conversion of furfural (FAL), a biomass-derived platform compound, into gamma-butyrolactone (GBL). A novel approach was developed that integrates the electrochemical oxidation of FAL to furoic acid (FA) at low potential and the subsequent transformation of FA to 2-furanone (2-FO), followed by its reduction to GBL—all within a single, membrane-free cell. By optimizing reaction parameters, over 98.5% selectivity was achieved for the conversion of FAL to FA, and a 60.5% yield of GBL was obtained from FAL. This mild, membrane-free paired electrosynthesis offers an eco-friendly alternative for GBL production and enables the valorization of biomass platform compounds for high-value applications. The potential of renewable biomass to replace petrochemical feedstocks is underscored by the findings presented, aligning with sustainable chemistry principles and supporting a circular economy. This work marks a significant advancement in electrochemical synthesis and renewable chemistry, providing a practical pathway for GBL production from renewable resources.

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